You need to synthesize 4-octyne from ethyne and any bromoalkane you need. List t

Question

You need to synthesize 4-octyne from ethyne and any bromoalkane you need. List the reagents you need in the order you would need to use them to make 4-octyne. Use the letter from the reagent table for inorganic reagents and write the IUPAC substitutive name for the bromoalkane.

Reagent Table

http://www.webassign.net/userimages/kasandbe@ncsu/CH221_ssii_02/Reagent_table.htm

Assume you have access to 2 equivalents if you need it. If you do not need all of the steps, type NA in the blank of the unused steps. (Click hyperlink to take you to the reagent table.)

Explanation / Answer

If you react ethane with sodium amide in ammonia, it will deprotonate the molecule. Then you react it with 1-bromopropane to yield 1-pentyne. Deprotonate 1-pentyne with NaNH2/NH3 and react it with 1-bromo propane to yield 4-octyne

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